Shelter Island Vacations
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Where to stay in Shelter Island
Menantic Creek
If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Sunset Beach and Crescent Beach.
Find the Best Shelter Island Vacation Packages
Shelter Island Beach Vacation
There's nothing like a Shelter Island vacation to give you a little extra bounce in your step. The sound of rolling surf and the smell of clean ocean air are sure to refresh your mind, body and soul. To be close to the town center on your trip to Shelter Island, find a hotel around Wades Beach (2 kilometers away). If you're planning to stay for a bit, look into our Shelter Island packages. Not only can you save some cash, you'll also have other amazing beaches near you to explore, like Shell Beach and Menhadden Lane Beach.
Shelter Island Hotel Deals
Gurney's Montauk Resort & Seawater Spa
"It was all around amazing"
Reviewed on May 27, 2026
Montauk Manor
"The staff, and room was clean. We wished there was a Kitchen paper towel. Thanks."
Reviewed on May 26, 2026
Montauk Yacht Club
"Our first breakfast was excellent. The second time was horrible 😫 the staff quiet not together. Our room was short of soap, shampoo and I asked for towel nobody seems to care and not helpful. The only 1 who was kind enough to do thier job is the young man who was in main entrance who open doors, ..."
Reviewed on May 25, 2026
Discover the most popular places to visit in Shelter Island
Havens House
You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.
